data_YUF
# 
_chem_comp.id                                    YUF 
_chem_comp.name                                  "(5M)-5-(2-chloro-4-methylphenyl)-1-phenyl-1H-benzimidazole-7-carboxylic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H15 Cl N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-02-21 
_chem_comp.pdbx_modified_date                    2024-02-16 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        362.809 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YUF 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        7FUQ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
YUF C11  C1  C  0 1 Y N N N N N 12.417 -13.816 -18.079 2.304  2.352  -0.974 C11  YUF 1  
YUF C13  C2  C  0 1 Y N N N N N 10.970 -12.311 -19.441 3.725  0.483  -0.216 C13  YUF 2  
YUF C15  C3  C  0 1 Y N N N N N 10.313 -10.054 -19.921 5.820  0.481  0.950  C15  YUF 3  
YUF C16  C4  C  0 1 Y N N N N N 10.529 -10.272 -21.267 6.162  -0.708 0.330  C16  YUF 4  
YUF C17  C5  C  0 1 Y N N N N N 10.968 -11.509 -21.703 5.287  -1.302 -0.561 C17  YUF 5  
YUF C18  C6  C  0 1 Y N N N N N 11.181 -12.537 -20.796 4.070  -0.710 -0.836 C18  YUF 6  
YUF C19  C7  C  0 1 Y N N N N N 8.276  -17.025 -15.296 -2.934 -0.332 -0.215 C19  YUF 7  
YUF C20  C8  C  0 1 Y N N N N N 8.109  -18.335 -15.756 -3.813 0.561  0.397  C20  YUF 8  
YUF C22  C9  C  0 1 Y N N N N N 7.437  -19.285 -15.010 -5.166 0.281  0.430  C22  YUF 9  
YUF C23  C10 C  0 1 Y N N N N N 6.903  -18.965 -13.774 -5.647 -0.882 -0.142 C23  YUF 10 
YUF C24  C11 C  0 1 Y N N N N N 7.047  -17.658 -13.312 -4.779 -1.771 -0.750 C24  YUF 11 
YUF C25  C12 C  0 1 Y N N N N N 7.713  -16.695 -14.062 -3.426 -1.502 -0.789 C25  YUF 12 
YUF C26  C13 C  0 1 N N N N N N 6.186  -20.009 -12.949 -7.124 -1.182 -0.102 C26  YUF 13 
YUF C1   C14 C  0 1 Y N N N N N 8.220  -15.146 -16.940 -0.564 -1.002 0.147  C1   YUF 14 
YUF C14  C15 C  0 1 Y N N N N N 10.525 -11.071 -19.003 4.604  1.077  0.679  C14  YUF 15 
YUF C2   C16 C  0 1 Y N N N N N 8.967  -16.001 -16.129 -1.481 -0.035 -0.259 C2   YUF 16 
YUF C3   C17 C  0 1 Y N N N N N 10.358 -15.946 -16.191 -1.044 1.207  -0.706 C3   YUF 17 
YUF C4   C18 C  0 1 Y N N N N N 11.000 -15.021 -17.013 0.321  1.492  -0.749 C4   YUF 18 
YUF C5   C19 C  0 1 Y N N N N N 10.241 -14.138 -17.801 1.249  0.520  -0.341 C5   YUF 19 
YUF C6   C20 C  0 1 Y N N N N N 8.837  -14.200 -17.760 0.802  -0.732 0.108  C6   YUF 20 
YUF C7   C21 C  0 1 N N N N N N 7.917  -13.348 -18.589 1.772  -1.755 0.538  C7   YUF 21 
YUF N10  N1  N  0 1 Y N N N N N 11.195 -13.365 -18.494 2.493  1.089  -0.497 N10  YUF 22 
YUF N12  N2  N  0 1 Y N N N N N 12.364 -14.794 -17.207 1.034  2.589  -1.119 N12  YUF 23 
YUF O8   O1  O  0 1 N N N N N N 6.842  -12.932 -18.006 1.639  -3.029 0.118  O8   YUF 24 
YUF O9   O2  O  0 1 N N N N N N 8.145  -13.123 -19.766 2.692  -1.450 1.271  O9   YUF 25 
YUF CL21 CL1 CL 0 0 N N N N N N 8.763  -18.819 -17.296 -3.209 2.021  1.115  CL21 YUF 26 
YUF H30  H1  H  0 1 N N N N N N 13.347 -13.402 -18.439 3.094  3.055  -1.195 H30  YUF 27 
YUF H32  H2  H  0 1 N N N N N N 9.977  -9.086  -19.581 6.505  0.942  1.645  H32  YUF 28 
YUF H33  H3  H  0 1 N N N N N N 10.355 -9.478  -21.978 7.113  -1.173 0.543  H33  YUF 29 
YUF H34  H4  H  0 1 N N N N N N 11.146 -11.676 -22.755 5.557  -2.230 -1.044 H34  YUF 30 
YUF H35  H5  H  0 1 N N N N N N 11.509 -13.507 -21.141 3.388  -1.175 -1.532 H35  YUF 31 
YUF H36  H6  H  0 1 N N N N N N 7.327  -20.288 -15.396 -5.847 0.972  0.903  H36  YUF 32 
YUF H37  H7  H  0 1 N N N N N N 6.633  -17.388 -12.352 -5.161 -2.678 -1.194 H37  YUF 33 
YUF H38  H8  H  0 1 N N N N N N 7.795  -15.685 -13.687 -2.750 -2.197 -1.264 H38  YUF 34 
YUF H41  H9  H  0 1 N N N N N N 6.908  -20.520 -12.296 -7.603 -0.764 -0.987 H41  YUF 35 
YUF H39  H10 H  0 1 N N N N N N 5.415  -19.523 -12.333 -7.274 -2.262 -0.083 H39  YUF 36 
YUF H40  H11 H  0 1 N N N N N N 5.713  -20.743 -13.618 -7.561 -0.738 0.793  H40  YUF 37 
YUF H27  H12 H  0 1 N N N N N N 7.142  -15.218 -16.933 -0.913 -1.964 0.492  H27  YUF 38 
YUF H31  H13 H  0 1 N N N N N N 10.345 -10.899 -17.952 4.339  2.006  1.163  H31  YUF 39 
YUF H28  H14 H  0 1 N N N N N N 10.946 -16.628 -15.595 -1.761 1.951  -1.019 H28  YUF 40 
YUF H29  H15 H  0 1 N N N N N N 6.308  -12.454 -18.629 2.300  -3.664 0.426  H29  YUF 41 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
YUF C1  C2   DOUB Y N 1  
YUF C1  C6   SING Y N 2  
YUF C2  C3   SING Y N 3  
YUF C2  C19  SING N N 4  
YUF C3  C4   DOUB Y N 5  
YUF C4  C5   SING Y N 6  
YUF C4  N12  SING Y N 7  
YUF C5  C6   DOUB Y N 8  
YUF C5  N10  SING Y N 9  
YUF C6  C7   SING N N 10 
YUF C7  O8   SING N N 11 
YUF C7  O9   DOUB N N 12 
YUF N10 C11  SING Y N 13 
YUF N10 C13  SING N N 14 
YUF C11 N12  DOUB Y N 15 
YUF C13 C14  DOUB Y N 16 
YUF C13 C18  SING Y N 17 
YUF C14 C15  SING Y N 18 
YUF C15 C16  DOUB Y N 19 
YUF C16 C17  SING Y N 20 
YUF C17 C18  DOUB Y N 21 
YUF C19 C20  DOUB Y N 22 
YUF C19 C25  SING Y N 23 
YUF C20 CL21 SING N N 24 
YUF C20 C22  SING Y N 25 
YUF C22 C23  DOUB Y N 26 
YUF C23 C24  SING Y N 27 
YUF C23 C26  SING N N 28 
YUF C24 C25  DOUB Y N 29 
YUF C11 H30  SING N N 30 
YUF C15 H32  SING N N 31 
YUF C16 H33  SING N N 32 
YUF C17 H34  SING N N 33 
YUF C18 H35  SING N N 34 
YUF C22 H36  SING N N 35 
YUF C24 H37  SING N N 36 
YUF C25 H38  SING N N 37 
YUF C26 H41  SING N N 38 
YUF C26 H39  SING N N 39 
YUF C26 H40  SING N N 40 
YUF C1  H27  SING N N 41 
YUF C14 H31  SING N N 42 
YUF C3  H28  SING N N 43 
YUF O8  H29  SING N N 44 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
YUF SMILES           ACDLabs              12.01 "Cc1ccc(c2cc3ncn(c3c(c2)C(=O)O)c2ccccc2)c(Cl)c1"                                                                               
YUF InChI            InChI                1.06  "InChI=1S/C21H15ClN2O2/c1-13-7-8-16(18(22)9-13)14-10-17(21(25)26)20-19(11-14)23-12-24(20)15-5-3-2-4-6-15/h2-12H,1H3,(H,25,26)" 
YUF InChIKey         InChI                1.06  PATJCTSZIAWBSO-UHFFFAOYSA-N                                                                                                    
YUF SMILES_CANONICAL CACTVS               3.385 "Cc1ccc(c(Cl)c1)c2cc3ncn(c4ccccc4)c3c(c2)C(O)=O"                                                                               
YUF SMILES           CACTVS               3.385 "Cc1ccc(c(Cl)c1)c2cc3ncn(c4ccccc4)c3c(c2)C(O)=O"                                                                               
YUF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccc(c(c1)Cl)c2cc(c3c(c2)ncn3c4ccccc4)C(=O)O"                                                                               
YUF SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1ccc(c(c1)Cl)c2cc(c3c(c2)ncn3c4ccccc4)C(=O)O"                                                                               
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
YUF "SYSTEMATIC NAME" ACDLabs              12.01 "(5M)-5-(2-chloro-4-methylphenyl)-1-phenyl-1H-benzimidazole-7-carboxylic acid" 
YUF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "6-(2-chloranyl-4-methyl-phenyl)-3-phenyl-benzimidazole-4-carboxylic acid"     
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YUF "Create component" 2023-02-21 RCSB 
YUF "Initial release"  2024-02-21 RCSB 
# 
